Science of Synthesis

Figadère, B.; Franck, X., Science of Synthesis, (2005) 26, 272.

Thioesters bearing S-alkyl, and S-aryl groups react with boronic acids to give excellent yields of the corresponding ketones. Unlike the case with Suzuki–Miyaura couplings, the presence of a base is detrimental, so these reactions are conducted under base-free conditions. The coupling reactions proceed in the presence of a catalytic amount of tris(di­benzylideneacetone)dipalladium(0), tri-2-furylphosphine, and copper(I) thiophene-2-carboxylate (1.6 equiv) in tetrahydrofuran at 50°C to give ketones ‌48‌ (‌Scheme 45‌).[‌199‌]

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References